diff --git a/.buildkite/ftr_configs.yml b/.buildkite/ftr_configs.yml
index 518192fbe05f3..f6164da4ac206 100644
--- a/.buildkite/ftr_configs.yml
+++ b/.buildkite/ftr_configs.yml
@@ -49,6 +49,8 @@ disabled:
   - x-pack/plugins/apm/ftr_e2e/ftr_config_open.ts
   - x-pack/plugins/apm/ftr_e2e/ftr_config_run.ts
   - x-pack/plugins/apm/ftr_e2e/ftr_config.ts
+  - x-pack/test_serverless/functional/test_suites/observability/cypress/config_headless.ts
+  - x-pack/test_serverless/functional/test_suites/observability/cypress/config_runner.ts
   - x-pack/plugins/profiling/e2e/ftr_config_open.ts
   - x-pack/plugins/profiling/e2e/ftr_config_runner.ts
   - x-pack/plugins/profiling/e2e/ftr_config.ts
diff --git a/.buildkite/scripts/steps/functional/serverless_ftr.sh b/.buildkite/scripts/steps/functional/serverless_ftr.sh
index 49c597ff065d5..f584ce33d6599 100755
--- a/.buildkite/scripts/steps/functional/serverless_ftr.sh
+++ b/.buildkite/scripts/steps/functional/serverless_ftr.sh
@@ -15,6 +15,7 @@ elif [[ "$SERVERLESS_ENVIRONMENT" == "observability" ]]; then
   SERVERLESS_CONFIGS=(
     "x-pack/test_serverless/api_integration/test_suites/observability/config.ts"
     "x-pack/test_serverless/functional/test_suites/observability/config.ts"
+    "x-pack/test_serverless/functional/test_suites/observability/cypress/config_headless.ts"
   )
 elif [[ "$SERVERLESS_ENVIRONMENT" == "security" ]]; then
   SERVERLESS_CONFIGS=(
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/.eslintrc.json b/x-pack/test_serverless/functional/test_suites/observability/cypress/.eslintrc.json
new file mode 100644
index 0000000000000..22a4d052afdc5
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/.eslintrc.json
@@ -0,0 +1,13 @@
+{
+  "plugins": ["cypress"],
+  "extends": [
+    "plugin:cypress/recommended"
+  ],
+  "env": {
+    "cypress/globals": true
+  },
+  "rules": {
+    "cypress/no-force": "warn",
+    "import/no-extraneous-dependencies": "off"
+  }
+}
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/config_headless.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/config_headless.ts
new file mode 100644
index 0000000000000..ef5e7aebd7212
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/config_headless.ts
@@ -0,0 +1,19 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { FtrConfigProviderContext } from '@kbn/test';
+
+import { ObservabilityHeadlessTestRunner } from './runner';
+
+export default async function ({ readConfigFile }: FtrConfigProviderContext) {
+  const svlConfig = await readConfigFile(require.resolve('./oblt_config.base.ts'));
+
+  return {
+    ...svlConfig.getAll(),
+    testRunner: ObservabilityHeadlessTestRunner,
+  };
+}
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/config_runner.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/config_runner.ts
new file mode 100644
index 0000000000000..68bfdae6b9a91
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/config_runner.ts
@@ -0,0 +1,19 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { FtrConfigProviderContext } from '@kbn/test';
+
+import { ObservabilityTestRunner } from './runner';
+
+export default async function ({ readConfigFile }: FtrConfigProviderContext) {
+  const svlConfig = await readConfigFile(require.resolve('./oblt_config.base.ts'));
+
+  return {
+    ...svlConfig.getAll(),
+    testRunner: ObservabilityTestRunner,
+  };
+}
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/cypress.config.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/cypress.config.ts
new file mode 100644
index 0000000000000..f078275aab2eb
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/cypress.config.ts
@@ -0,0 +1,33 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { defineCypressConfig } from '@kbn/cypress-config';
+
+export default defineCypressConfig({
+  fileServerFolder: './cypress',
+  fixturesFolder: './cypress/fixtures',
+  screenshotsFolder: './cypress/screenshots',
+  videosFolder: './cypress/videos',
+  requestTimeout: 10000,
+  responseTimeout: 40000,
+  defaultCommandTimeout: 30000,
+  execTimeout: 120000,
+  pageLoadTimeout: 120000,
+  viewportHeight: 1800,
+  viewportWidth: 1440,
+  video: false,
+  videoUploadOnPasses: false,
+  screenshotOnRunFailure: false,
+  retries: {
+    runMode: 1,
+  },
+  e2e: {
+    baseUrl: 'http://localhost:5620',
+    supportFile: './support/e2e.ts',
+    specPattern: './e2e/**/*.cy.ts',
+  },
+});
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/e2e/navigation.cy.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/e2e/navigation.cy.ts
new file mode 100644
index 0000000000000..83c1d85441c6e
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/e2e/navigation.cy.ts
@@ -0,0 +1,104 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+describe('Serverless', () => {
+  it('Should login', () => {
+    cy.loginAsElasticUser();
+  });
+
+  it('contains the side navigation for observabilitity serverless', () => {
+    cy.loginAsElasticUser();
+    cy.contains('Discover');
+    cy.contains('Dashboards');
+    cy.contains('Alerts');
+    cy.contains('AIOps');
+    cy.contains('Applications');
+    cy.contains('Cases');
+    cy.contains('Visualizations');
+    cy.contains('Add data');
+  });
+
+  it('navigates to discover-dashboard-viz links', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('Discover').click();
+    cy.url().should('include', '/app/discover');
+
+    cy.contains('Dashboards').click();
+    cy.url().should('include', '/app/dashboards');
+
+    cy.contains('Visualizations').click();
+    cy.url().should('include', '/app/visualize');
+  });
+
+  it('navigates to alerts links', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('Alerts').click();
+    cy.url().should('include', '/observability/alerts');
+
+    cy.contains('Cases').click();
+    cy.url().should('include', '/observability/cases');
+
+    cy.contains('SLOs').click();
+    cy.url().should('include', '/observability/slos');
+  });
+
+  it('navigates to apm links', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('Applications').click();
+    cy.contains('Services').click();
+    cy.url().should('include', '/apm/services');
+
+    cy.contains('Traces').click();
+    cy.url().should('include', '/apm/traces');
+
+    cy.contains('Dependencies').click();
+    cy.url().should('include', '/apm/dependencies/inventory');
+  });
+
+  it('navigates to get started links', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('Add data').click();
+    cy.url().should('include', '/app/observabilityOnboarding');
+  });
+
+  it('navigates to AIOps links', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('AIOps').click();
+    cy.contains('Anomaly detection').click();
+    cy.url().should('include', '/app/ml/jobs');
+
+    cy.contains('Spike analysis').click();
+    cy.url().should('include', 'app/ml/aiops/explain_log_rate_spikes_index_select');
+
+    cy.contains('Change Point Detection').click();
+    cy.url().should('include', 'app/ml/aiops/change_point_detection_index_select');
+
+    cy.contains('Job notifications').click();
+    cy.url().should('include', 'app/ml/notifications');
+  });
+
+  it('navigates to project settings', () => {
+    cy.loginAsElasticUser();
+
+    cy.contains('Project settings').click();
+    cy.contains('Management').click();
+    cy.url().should('include', '/app/management');
+
+    cy.contains('Integrations').click();
+    cy.url().should('include', '/app/integrations/browse');
+
+    cy.contains('Fleet').click();
+    cy.url().should('include', '/app/fleet/agents');
+  });
+});
+
+export {};
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/oblt_config.base.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/oblt_config.base.ts
new file mode 100644
index 0000000000000..22bd611067f48
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/oblt_config.base.ts
@@ -0,0 +1,34 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { FtrConfigProviderContext } from '@kbn/test';
+
+export default async function ({ readConfigFile }: FtrConfigProviderContext) {
+  const svlSharedConfig = await readConfigFile(
+    require.resolve('../../../../shared/config.base.ts')
+  );
+
+  return {
+    ...svlSharedConfig.getAll(),
+    esTestCluster: {
+      ...svlSharedConfig.get('esTestCluster'),
+      serverArgs: [
+        ...svlSharedConfig.get('esTestCluster.serverArgs'),
+        'xpack.security.enabled=true',
+      ],
+    },
+    kbnTestServer: {
+      ...svlSharedConfig.get('kbnTestServer'),
+      serverArgs: [
+        ...svlSharedConfig.get('kbnTestServer.serverArgs'),
+        '--csp.strict=false',
+        '--csp.warnLegacyBrowsers=false',
+        '--serverless=oblt',
+      ],
+    },
+  };
+}
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/package.json b/x-pack/test_serverless/functional/test_suites/observability/cypress/package.json
new file mode 100644
index 0000000000000..3c2d296e313e2
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/package.json
@@ -0,0 +1,13 @@
+{
+  "author": "Elastic",
+  "name": "@kbn/serverless-observability",
+  "version": "1.0.0",
+  "private": true,
+  "license": "Elastic License 2.0",
+  "scripts": {
+    "cypress:open": "../../../../../../node_modules/.bin/cypress open --config-file ./cypress.config.ts",
+    "cypress:run": "../../../../../../node_modules/.bin/cypress run --browser chrome --config-file ./cypress.config.ts",
+    "cypress:serverless:open": "node ../../../../../../scripts/functional_tests --config ./config_runner.ts",
+    "cypress:serverless:run": "node ../../../../../../scripts/functional_tests --config ./config_server.ts"
+  }
+}
\ No newline at end of file
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/runner.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/runner.ts
new file mode 100644
index 0000000000000..58895831b8a60
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/runner.ts
@@ -0,0 +1,40 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { resolve } from 'path';
+import { withProcRunner } from '@kbn/dev-proc-runner';
+
+import { FtrProviderContext } from '../../../ftr_provider_context';
+
+export type { FtrProviderContext } from '../../../ftr_provider_context';
+
+export async function ObservabilityCypressTestRunner(
+  { getService }: FtrProviderContext,
+  command: string
+) {
+  const log = getService('log');
+
+  await withProcRunner(log, async (procs) => {
+    await procs.run('cypress', {
+      cmd: 'yarn',
+      args: [command],
+      cwd: resolve(__dirname),
+      env: {
+        ...process.env,
+      },
+      wait: true,
+    });
+  });
+}
+
+export async function ObservabilityTestRunner(context: FtrProviderContext) {
+  return ObservabilityCypressTestRunner(context, 'cypress:open');
+}
+
+export async function ObservabilityHeadlessTestRunner(context: FtrProviderContext) {
+  return ObservabilityCypressTestRunner(context, 'cypress:run');
+}
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/support/commands.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/commands.ts
new file mode 100644
index 0000000000000..554fa134f0b38
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/commands.ts
@@ -0,0 +1,21 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+import 'cypress-real-events/support';
+import 'cypress-axe';
+
+Cypress.Commands.add('loginAsElasticUser', () => {
+  cy.visit('/', {
+    auth: {
+      username: 'elastic',
+      password: 'changeme',
+    },
+  });
+});
+
+Cypress.Commands.add('getByTestSubj', (selector: string) => {
+  return cy.get(`[data-test-subj="${selector}"]`);
+});
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/support/e2e.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/e2e.ts
new file mode 100644
index 0000000000000..5f5d1eb3b3614
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/e2e.ts
@@ -0,0 +1,12 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+Cypress.on('uncaught:exception', (err, runnable) => {
+  return false;
+});
+
+import './commands';
diff --git a/x-pack/test_serverless/functional/test_suites/observability/cypress/support/types.d.ts b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/types.d.ts
new file mode 100644
index 0000000000000..661545ba0c376
--- /dev/null
+++ b/x-pack/test_serverless/functional/test_suites/observability/cypress/support/types.d.ts
@@ -0,0 +1,13 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+declare namespace Cypress {
+  interface Chainable {
+    loginAsElasticUser(): Cypress.Chainable<Cypress.Response<any>>;
+    getByTestSubj(selector: string): Chainable<JQuery<Element>>;
+  }
+}